Ligand profile

CHEMBL3695099

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2642 — sodium:solute symporter family protein

Via homolog UniProt P13866 Formula C₂₇H₂₉F₃N₄O₅
pchembl 8.51 ~3.1 nM
Mol. weight 546.55 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3695099
UniProt (similar protein)
P13866
pchembl
8.510 (~3.1 nM)
Target protein
VK055_2642

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 546.55 Da
LogP (Crippen) 4.11
H-bond donors 2
H-bond acceptors 7
TPSA 103.71 Ų
Rotatable bonds 11
Aromatic rings 3 / 4
Heavy atoms 39
Fraction sp³ C 0.37
Formula C₂₇H₂₉F₃N₄O₅

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 103.7
  • −1 ≤ LogP ≤ 5 4.11
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 546.5
  • LogP ≤ 5 4.11
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 103.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COCCOc1cccc(-n2nc(NC(=O)[C@@H]3CNC(=O)C3)cc2-c2cccc(CO[C@H](C)C(F)(F)F)c2)c1
InChI 
InChI=1S/C27H29F3N4O5/c1-17(27(28,29)30)39-16-18-5-3-6-19(11-18)23-14-24(32-26(36)20-12-25(35)31-15-20)33-34(23)21-7-4-8-22(13-21)38-10-9-37-2/h3-8,11,13-14,17,20H,9-10,12,15-16H2,1-2H3,(H,31,35)(H,32,33,36)/t17-,20+/m1/s1
InChIKey 
YJNXKVHFXFEIQG-XLIONFOSSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
Activity
265939
Binding sites
PF00474

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_2642.

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)